HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 90030749, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 118524069 | HCID 118524069 | — |
| Reactant | 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(4-(piperidin-4-yl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine hydrochloride | HCID 118524085 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | HCID 90030749 | HCID 90030749 | 26% |
Reaction Steps
Using similar reaction conditions as described in step-iii of example-1, (S)-1-(4-(5-(3-(1-(3-chlorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazin-1-yl) propan-2-ol (124 mg, 0.181 mmol) was hydrolyzed with lithium hydroxide (38 mg, 0.908 mmol) in THF/methanol/water (2/2/1 mL) to yield 30 mg (26.0% yield). 1H NMR (CD3OD, 300 MHz): δ 8.54-8.53 (d, 1H), 8.45-8.41 (d, 1H), 8.41-8.40 (d, 1H), 8.21 (s, 1H), 8.07-8.03 (dd, 1H), 7.957-7.955 (d, 1H), 7.68 (s, 1H), 7.34-7.30 (m, 3H), 7.24-7.21 (dt, 1H), 7.11-7.08 (d, 1H), 5.42 (s, 2H), 4.30-4.20 (m, 1H), 3.26-3.08 (m, 2H), 1.27-1.25 (d, 3H). MS: m/z=528.4 (M+1), HPLC: 97.22% in method A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-5970f065479f432ea67a53341d9eb858 |
| Source note | uspto-grants-2016_05 |